Oakland Vacations from $194

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Your Oakland Vacation

From its cycling to its walking, there's tons to love about Oakland. Book a customized Oakland vacation package and get ready to fall for the delights of this neighborhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including Acrisure Stadium, University of Pittsburgh and PNC Park. Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland vacation is simple with Expedia.

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Pittsburgh Airport
Hotel Indigo Pittsburgh East Liberty by IHG
Wyndham Grand Pittsburgh Downtown
The Westin Pittsburgh, a Marriott Hotel
Renaissance Pittsburgh Hotel

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland

Oakland Hotel Deals

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Aug 27 to Aug 28
$148 total
Aug 27 - Aug 28
Total with taxes and fees
8.8/10 Excellent! (414 reviews)
"Courtyard by Marriott is always a good and reliable choice. This hotel seemed a step above the usual. Lobby welcoming, dining area, friendly staff, rooms. Super location. Not cheap. I was glad I was staying there! Loved the covered entrance from parking. Helpful with rain. Feeling of ..."

Reviewed on Aug 22, 2025

Courtyard by Marriott Pittsburgh University Center
Hotel Indigo Pittsburgh University-Oakland by IHG

Hotel Indigo Pittsburgh University-Oakland by IHG

3.5 out of 5
329 Technology Drive, Pittsburgh, PA
Fully refundable
$119 nightly
The price is $136 total per night from Sep 1 to Sep 2
$136 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Beautiful hotel. Very modern."

Reviewed on Aug 25, 2025

Hotel Indigo Pittsburgh University-Oakland by IHG
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
5130 Bigelow Boulevard, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $214 total per night from Aug 28 to Aug 29
$214 total
Aug 28 - Aug 29
Total with taxes and fees
9.2/10 Wonderful! (677 reviews)
"I travel quite a bit but this one really impressed me!"

Reviewed on Aug 16, 2025

The Oaklander Hotel, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Oakland

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.